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D-ilaprazole sodium compound and pharmaceutical composition thereof

A technology of ilaprazole sodium and ilaprazole, applied in the field of medicinal chemistry, to achieve the effects of no increase in total impurities, good reproducibility, and simple preparation process

Active Publication Date: 2016-05-11
JIANGSU AOSAIKANG PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is no related report on dextro-ilaprazole sodium

Method used

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  • D-ilaprazole sodium compound and pharmaceutical composition thereof
  • D-ilaprazole sodium compound and pharmaceutical composition thereof
  • D-ilaprazole sodium compound and pharmaceutical composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Suspend 5.0 g (13.7 mmol) of ilaprazole in 15 mL of isopropanol, add 1.1 mL of 12.4 mol / L sodium hydroxide solution dropwise under stirring, stir the slurry at room temperature for 25 minutes, filter Remove a small amount of insoluble matter, wash with a small amount of isopropanol, combine the filtrates, slowly lower the filtrate to 20 ° C, precipitate precipitates, filter, wash the filter cake with a small amount of isopropanol, and dry under vacuum at 30 ° C to obtain 4.2 g of a white solid. The yield : 79%.

Embodiment 2

[0042] Suspend 5.0 g (13.7 mmol) of ilaprazole in 20 mL of isopropanol, add 1.1 mL of 12.4 mol / L sodium hydroxide solution dropwise under stirring, stir the slurry at room temperature for 30 minutes, filter Remove a small amount of insoluble matter, wash with a small amount of isopropanol, combine the filtrates, slowly lower the filtrate to 23 ° C, precipitate precipitates, filter, wash the filter cake with a small amount of isopropanol, and dry under vacuum at 40 ° C to obtain 4.5 g of a white solid. The yield : 85%.

Embodiment 3

[0044] Suspend 5.6g (15.2mmol) of ilaprazole in 28mL of isopropanol, add dropwise 1.2mL of 11.5mol / L sodium hydroxide solution under stirring, stir the slurry at room temperature for 30 minutes, filter Remove a small amount of insoluble matter, wash with a small amount of isopropanol, combine the filtrates, slowly lower the filtrate to 23°C, precipitate precipitate, filter, wash the filter cake with a small amount of isopropanol, and dry under vacuum at 45°C to obtain 4.9g of a white solid, yield : 83%.

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Abstract

The present invention provides a D-ilaprazole sodium compound represented by a formula (I), a preparation method and a pharmaceutical composition thereof. According to the present invention, the D-ilaprazole sodium compound has advantages of good solubility and high stability, and meets the medicinal requirements; and the D-ilaprazole sodium compound preparation process has characteristics of stability and good reproducibility, meets the industrial mass production requirements, and has important application values in drug preparation. The formula (I) is defined in the specification.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and in particular relates to a compound of ilaprazole sodium, a pharmaceutical composition and a preparation method thereof. Background technique [0002] Ilaprazole, systematically named 5-(1H-pyrrol-1-yl)-2-[[(4-methoxy-3-methyl)-2-pyridyl]-methyl] -Sulfinyl-1H-benzimidazole is a new type of proton pump inhibitor, which was first developed by Ilyang Pharmaceutical Co., Ltd. in Korea. It was approved for the treatment of duodenal ulcer in China in 2007 and approved in Korea in 2009. It is approved for the treatment of duodenal ulcer, gastric ulcer, and in 2012 for the treatment of erosive esophagitis. Compared with similar prazole drugs, ilaprazole has obvious advantages in terms of safety and drug efficacy. It has faster onset of action, better acid suppression effect, longer in vivo action time, and less dependence on liver P450 enzyme series. CYP2C19 enzyme metabolism, small individual di...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/12A61K31/4439A61P1/04
Inventor 赵俊曹斌赵骞付锐吕伟
Owner JIANGSU AOSAIKANG PHARMA CO LTD
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